Special Projects Associate, Office of the Chief of Staff
Harper is an AI-native commercial insurance company in San Francisco. We're not bolting AI onto insurance. We're rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. We've grown ~100x in the last year and we move at that speed: on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.
The role
The Chief of Staff's job is to make sure the whole company actually runs (every team, every commitment, every week) while it grows ~100x. That's more surface area than one person can cover. This role is the second set of hands and the second brain in the Office of the Chief of Staff: the person who brings structure to the chaos and gets the right people organized around what matters most.
You'll learn how the company is run by working right next to the Chief of Staff, then take over more and more of it. On a given day that means sitting in leadership syncs and turning decisions into owners and deadlines; noticing that a handoff between sales and underwriting is quietly breaking and fixing it before anyone escalates; jumping into a queue yourself when a team is underwater; or pulling five people from three teams into a room to land a change by Friday.
This is the closest thing Harper has to a founder's associate seat. You see every part of the business, you sit where decisions get made, and you're accountable for making them real. The difference is that the job is operational, not advisory: you're measured on what got done, not on what you recommended.
What you'll do
- Carry part of the operating load. Take a real share of the day-to-day (priorities, follow-ups, escalations) and own it outright, not as a shadow.
- Find the gaps before they find us. Spot where work is stalling, where ownership is uncl...